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Search results; Over 1,000 homes in Helmsley

Top guest favourite
Home in Helmsley
Central Fully Ensuite house sleeps 6 dog friendly
3 bedrooms, 5 beds, 3.5 private bathrooms
8–13 Oct, Individual host
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4.98 out of 5 average rating, 118 reviews
Top guest favourite
Flat in Helmsley
The Flat @ 2 Castlegate
Individual host
23–28 Oct
4.98 out of 5 average rating, 229 reviews
Top guest favourite
Home in Helmsley
Modern spacious fully ensuite house, dog friendly
Individual host
1–6 May
4.99 out of 5 average rating, 94 reviews
Top guest favourite
Flat in Gilling East
Fairfax View - delightful annexe cottage, Gilling
Individual host
30 Sept – 5 Oct
4.97 out of 5 average rating, 213 reviews
Superhost
Home in Helmsley
Abbey Cottage, Rievaulx, Near Helmsley, Yorkshire
Business host
12–18 Oct
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Home in Harome
Cosy Primrose Cottage, Harome near Helmsley
Business host
19–24 Oct
4.98 out of 5 average rating, 93 reviews
Guest favourite
Cottage in Helmsley
3 Bed in Helmsley (oc-82891)
Business host
30 Oct – 4 Nov
5.0 out of 5 average rating, 12 reviews
Top guest favourite
Cabin in Helmsley
Meadow Spa Cabin @ Helmsley Meadows
Business host
29 Sept – 4 Oct
5.0 out of 5 average rating, 10 reviews
Guest favourite
Cottage in Helmsley
Hot Tub & Sauna, Pet-Friendly Cottage in Helmsley
Individual host
30 Oct – 6 Nov
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Barn in Farlington
Holly Brook Barn
Individual host
14–19 Sept
5.0 out of 5 average rating, 69 reviews
Top guest favourite
Home in Yearsley
Barn conversion in a beautiful country setting
Individual host
7–12 Sept
5.0 out of 5 average rating, 11 reviews
Hotel room in Helmsley
Comfortable Ground Floor Ensuite Twin Room
Individual host
5–10 Oct
Hotel room in Helmsley
Stilworth House. Central location
Individual host
23–28 Sept
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Cottage in Little Habton
The Workshop - under 15 minutes to Castle Howard
Individual host
2–9 Oct
5.0 out of 5 average rating, 68 reviews
Top guest favourite
Home in Wass
Wass, 3 bed, Cottage near Ampleforth
Individual host
13–18 Sept
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Tiny home in North Yorkshire
Private, boutique style lodge. Dogs welcome!
Individual host
19–24 Oct
4.99 out of 5 average rating, 69 reviews
Top guest favourite
Place to stay in Osgodby
Long Shed Cottage
Individual host
21–26 Sept
5.0 out of 5 average rating, 26 reviews
Guest favourite
Place to stay in Slingsby
The Garden Room
Individual host
6–11 Sept
4.97 out of 5 average rating, 147 reviews
Top guest favourite
Home in Thorgill
The Dovecote in Rosedale, NY
Individual host
28 Sept – 3 Oct
5.0 out of 5 average rating, 71 reviews